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Sodium Iodide → HCID 10871691, 화합물

HRID 488159
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HRID 488159 반응식
S(C1C=CC(C)=CC=1)(O[CH2:5][CH2:6]/[CH:7]=[C:8](\[CH3:20])/[CH2:9][CH2:10]/[CH:11]=[C:12](\[CH3:19])/[CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])(=O)=O.[I-:28].[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+]>CC(C)=O>[CH3:20]/[C:8](/[CH2:9][CH2:10]/[CH:11]=[C:12](\[CH3:19])/[CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])=[CH:7]\[CH2:6][CH2:5][I:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 5238Sodium IodideHCID 24477Sodium ThiosulfateHCID 10548453HCID 10548453, 화합물

생성물 1

HCID 10871691HCID 10871691, 화합물수율 76%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

The (E,E)-4,8,12-trimethyl-3,7,11-tridecatrienyl tosylate obtained from previous step was dissolved in acetone (50 mL), then added sodium iodide (3.30 g, 22 mmol) and the resulting mixture was stirred at room temperature for 0.5 hours followed by heating at reflux for 3 hours. After cooling, the reaction mixture was poured into cold aqueous sodium thiosulfate solution and extracted with ether. The ethereal extract was washed with water, dried and filtered. Evaporation of the filtrate left a residue which was purified by flash chromatography on a silica gel column. Elution of the column with Hexane:ether (50:1, v:v) provided the title compound (1.85 g, 5.34 mmol, 76% for two steps) as a colorless oil.

후처리

  1. temperatureby heating
  2. temperatureat reflux for 3 hours
  3. temperatureAfter cooling
  4. extractionextracted with ether
  5. extractionThe ethereal extract
  6. washwas washed with water
  7. customdried
  8. filtrationfiltered
  9. customEvaporation of the filtrate
  10. waitleft a residue which
  11. customwas purified by flash chromatography on a silica gel column
  12. washElution of the column with Hexane:ether (50:1, v:v)

출처 및 근거

ORD 기록
ord-0c3bddd274e846acaecc68d80b047642
출처 데이터셋
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05298655

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